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Direct conversion of hydroxy aromatic compounds to heteroarylamines via a one-pot smiles rearrangement procedure

โœ Scribed by John J. Weidner; Norton P. Peet

Book ID
102338393
Publisher
Journal of Heterocyclic Chemistry
Year
1997
Tongue
English
Weight
352 KB
Volume
34
Category
Article
ISSN
0022-152X

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โœฆ Synopsis

8-Hydroxyquinoline (9) was converted to 8-aminequinoline (10) in a one-pot procedure involving alkylation with 2-bromo-2-methylpropionamide (2) followed by Smiles rearrangement and hydrolysis, in (41 %) yield. The scope and limitations of this new procedure were explored with additional hydroxyquinolines.

๐Ÿ“œ SIMILAR VOLUMES

Preparation of N-aryl-2-hydroxypropionam
Preparation of N-aryl-2-hydroxypropionamides from hydroxy aromatic compounds using a one-pot smiles rearrangement procedure
โœ John J. Weidner; Philip M. Weintraub; Richard A. Schnettler; Norton P. Peet ๐Ÿ“‚ Article ๐Ÿ“… 1997 ๐Ÿ› Elsevier Science ๐ŸŒ French โš– 554 KB

Acylation of hydroxy aromatic compounds with 2-bromo-2-methylpropionamide followed by Smiles rearrangement of the resulting 2-aryloxypropionamide in a one-pot procedure produced the corresponding 2-hydroxy-2-methyI-N-arylpropionamides which can be converted to arylamines by hydrolysis. Particularly